Nafion-H-catalyzed Mukaiyama aldol condensations and hetero Diels-Alder reactions using aldehydes and imines. Part 15: General synthetic methods

Citation
R. Kumareswaran et al., Nafion-H-catalyzed Mukaiyama aldol condensations and hetero Diels-Alder reactions using aldehydes and imines. Part 15: General synthetic methods, TETRAHEDR L, 42(42), 2001, pp. 7493-7495
Citations number
34
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
42
Year of publication
2001
Pages
7493 - 7495
Database
ISI
SICI code
0040-4039(20011015)42:42<7493:NMACAH>2.0.ZU;2-S
Abstract
Nafion-H catalyzes the Mukaiyama aldol condensation between aromatic aldehy des and the Danishefsky diene whereas the corresponding imines directly und ergo hetero Diels-Alder cyclization to form 2,3-dihydro-gamma -pyridones. S ome chiral acetal derived aldehydes were round to undergo Mukaiyama aldol c ondensation in the presence of Lewis acids but not with Nafion-H. (C) 2001 Elsevier Science Ltd. All rights reserved.